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Windstar Cruises

Star Collector: Fall Leaves & Caribbean Breezes

Sail-assisted small-ship cruising

  • Sails Oct 11, 2027
  • 21 nights · small ship
  • MONTREAL, QC → SAN JUAN
  • Star Pride
  • Canada & New England

See every departure date of this itinerary


Honest booking disclosure: Tripbase may earn advisor or affiliate revenue if you ask for help booking. Every range below is visible before contact details, and is a sourced estimate — not a live personalized fare.

True-cost starter range

$18,306–$22,926

For 2 adults in a oceanview cabin, before editable optional extras.

Prices observed 2026-09-28 at windstarcruises.com

Oceanview fare trend

11% higher vs 7 weeks ago($8,271 → $9,153)

CabinFare per personTaxes & fees
Oceanview$9,153–$11,463—
Balcony$14,823–$15,978—
Suite$20,598–$29,523—

What the trip actually costs

oceanview fare

$18,306–$22,926

Specialty dining

Included

This fare includes

Complimentary all in packageFree laundry for collectorsWindstar offers guests a complimentary laundry package when one of our star collector cruises is booked.Reduced deposit

Day by day

The route

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  1. Day 25:00 AM – 7:30 AM

  2. Day 28:00 AM – 6:00 PM

  3. Day 47:00 AM – 2:00 PM

  4. Day 53:00 PM – 11:59 PM

  5. Day 612:00 AM – 11:59 PM

  6. Day 88:00 AM – 11:59 PM

  7. Day 912:00 AM – 11:00 AM

  8. Day 108:00 AM – 6:00 PM

  9. Day 118:00 AM – 6:00 PM

  10. Day 128:00 AM – 5:00 PM

  11. Day 158:45 AM – 11:59 PM

  12. Day 1612:00 AM – 7:00 AM

  13. Day 1610:00 AM – 11:59 PM

  14. Day 1712:00 AM – 12:00 PM

  15. Day 2010:00 AM – 10:00 PM

Star Pride

The ship

Star Pride

Ship details · flagged in The Bahamas

Tonnage
9,975
Capacity
208
Built
1,988
Length
134 m

Sailing with

Windstar Cruises

Sail-assisted small-ship cruising

Windstar Cruises
specialty dining included

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Sources